#6 Ric Flair(1) vs Bob Backlund(2) (1993)
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If someone would have told a wrestling fan in late 1980s that Ric Flair and Bob Backlund, two Megastars who were the top stars of NWA and WWF in early 1980s, would come face to face in 1993 in a WWE ring, they would have either ignored that or shrugged off that thought by just laughing at that person.
However, WWE did the unthinkable when they not only had Backlund and Flair lock horns with each other, they had the two future Hall of Famers enter the Rumble match as the #1 and #2 entrants of the 1993 Rumble match in a highly memorable moment.
See who is stunned by Hulk Hogan's words HERE
Being their only face-off under the WWE banner, this clash has gone on to attain a cult status among the fans. While Flair was on his way out of the company after winning the Rumble match the year before, Backlund resurrected his fading career with an Iron-Man style performance here that broke the longevity record set by, you guessed right, Flair in 1992.